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In my past CTO life I directly managed a VP of Engineering, who managed 2 directors, who managed 6 managers, who managed 30 or so engineers, had peer VP of Product, Head of Design, Head of Marketing, COO, CFO, 2 Heads of Business, a Head of People and a CEO. Each had at least 2-3 very important direct reports. This quickly added up to 60 people that I would have wanted to have a 1:1 with, at least once a year, 20-30 people that I needed to be talking to at least quarterly, and a dozen people tha...